GB1122702A - Hydrogenolysis process - Google Patents
Hydrogenolysis processInfo
- Publication number
- GB1122702A GB1122702A GB3715/66A GB371566A GB1122702A GB 1122702 A GB1122702 A GB 1122702A GB 3715/66 A GB3715/66 A GB 3715/66A GB 371566 A GB371566 A GB 371566A GB 1122702 A GB1122702 A GB 1122702A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alpha
- catalyst
- benzene
- aralkyl
- tetralin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 3
- 238000007327 hydrogenolysis reaction Methods 0.000 title abstract 2
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 9
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 6
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 abstract 4
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 abstract 3
- JRLPEMVDPFPYPJ-UHFFFAOYSA-N 1-ethyl-4-methylbenzene Chemical compound CCC1=CC=C(C)C=C1 JRLPEMVDPFPYPJ-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910019142 PO4 Inorganic materials 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 2
- -1 aralkyl alcohol Chemical compound 0.000 abstract 2
- 239000010425 asbestos Substances 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- 150000002432 hydroperoxides Chemical class 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 2
- 239000010452 phosphate Substances 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 229910052895 riebeckite Inorganic materials 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000000741 silica gel Substances 0.000 abstract 2
- 229910002027 silica gel Inorganic materials 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- KXUHSQYYJYAXGZ-UHFFFAOYSA-N isobutylbenzene Chemical compound CC(C)CC1=CC=CC=C1 KXUHSQYYJYAXGZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 abstract 1
- 239000001095 magnesium carbonate Substances 0.000 abstract 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000005609 naphthenate group Chemical group 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/22—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by reduction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
- C07C2523/44—Palladium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42854965A | 1965-01-27 | 1965-01-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1122702A true GB1122702A (en) | 1968-08-07 |
Family
ID=23699360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3715/66A Expired GB1122702A (en) | 1965-01-27 | 1966-01-27 | Hydrogenolysis process |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3424806A (enrdf_load_stackoverflow) |
| BE (1) | BE675369A (enrdf_load_stackoverflow) |
| ES (1) | ES322296A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1465902A (enrdf_load_stackoverflow) |
| GB (1) | GB1122702A (enrdf_load_stackoverflow) |
| LU (1) | LU50310A1 (enrdf_load_stackoverflow) |
| NL (1) | NL6600616A (enrdf_load_stackoverflow) |
| SE (1) | SE328270B (enrdf_load_stackoverflow) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1209155A1 (de) * | 2000-11-20 | 2002-05-29 | Degussa AG | Koppelprodukt freies Verfahren zur Herstellung von Propylenoxid |
| WO2005005350A3 (en) * | 2003-06-30 | 2005-04-07 | Shell Oil Co | Process for producing alkylbenzene |
| EP1666443A4 (en) * | 2003-09-25 | 2007-05-02 | Sumitomo Chemical Co | Process for producing cumene and process for propylene oxide production including the production process |
| EP1666442A4 (en) * | 2003-09-18 | 2007-05-02 | Sumitomo Chemical Co | PROCESS FOR THE PRODUCTION OF CUMEN |
| US7358411B2 (en) | 2003-06-30 | 2008-04-15 | Shell Oil Company | Hydrocracking of diphenylalkanes |
| CN104230635A (zh) * | 2013-06-17 | 2014-12-24 | 中国石油化工股份有限公司 | 苯乙酮加氢制乙苯的方法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7307174A (enrdf_load_stackoverflow) * | 1973-05-23 | 1974-11-26 | ||
| AU2003200836A1 (en) * | 2002-01-09 | 2003-07-24 | Hormos Medical Corporation | Method for the preparation of matairesinol |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2863929A (en) * | 1955-01-12 | 1958-12-09 | Air Reduction Inc | Preparation of saturated carbinols by the hydrogenation and hydrogenolysis of acetylenic glycols |
| US2929855A (en) * | 1958-03-28 | 1960-03-22 | Union Carbide Corp | Hydrogenolysis of styrene residues |
| US3110747A (en) * | 1960-06-13 | 1963-11-12 | Shell Oil Co | Homogeneous hydrogenation catalysis |
-
1965
- 1965-01-27 US US428549A patent/US3424806A/en not_active Expired - Lifetime
-
1966
- 1966-01-18 NL NL6600616A patent/NL6600616A/xx unknown
- 1966-01-20 BE BE675369D patent/BE675369A/xx unknown
- 1966-01-24 LU LU50310D patent/LU50310A1/xx unknown
- 1966-01-26 FR FR47250A patent/FR1465902A/fr not_active Expired
- 1966-01-27 SE SE01060/66A patent/SE328270B/xx unknown
- 1966-01-27 GB GB3715/66A patent/GB1122702A/en not_active Expired
- 1966-01-27 ES ES0322296A patent/ES322296A1/es not_active Expired
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1209155A1 (de) * | 2000-11-20 | 2002-05-29 | Degussa AG | Koppelprodukt freies Verfahren zur Herstellung von Propylenoxid |
| RU2340587C2 (ru) * | 2003-06-30 | 2008-12-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ получения алкилбензола |
| US7189886B2 (en) | 2003-06-30 | 2007-03-13 | Shell Oil Company | Process for producing alkylbenzene |
| CN1329351C (zh) * | 2003-06-30 | 2007-08-01 | 国际壳牌研究有限公司 | 制备烷基苯的方法 |
| US7358411B2 (en) | 2003-06-30 | 2008-04-15 | Shell Oil Company | Hydrocracking of diphenylalkanes |
| AU2004256091B2 (en) * | 2003-06-30 | 2008-05-01 | Shell Internationale Research Maatschappij B.V. | Process for producing alkylbenzene |
| WO2005005350A3 (en) * | 2003-06-30 | 2005-04-07 | Shell Oil Co | Process for producing alkylbenzene |
| EP1666442A4 (en) * | 2003-09-18 | 2007-05-02 | Sumitomo Chemical Co | PROCESS FOR THE PRODUCTION OF CUMEN |
| US7557226B2 (en) | 2003-09-18 | 2009-07-07 | Sumitomo Chemical Company, Limited | Process for producing cumene |
| EP1666443A4 (en) * | 2003-09-25 | 2007-05-02 | Sumitomo Chemical Co | Process for producing cumene and process for propylene oxide production including the production process |
| US7442843B2 (en) | 2003-09-25 | 2008-10-28 | Sumitomo Chemical Company, Limited | Process for producing cumene and process for propylene oxide production including the production process |
| KR101050343B1 (ko) | 2003-09-25 | 2011-07-19 | 스미또모 가가꾸 가부시키가이샤 | 쿠멘의 제조 방법 및 상기 제조 방법을 포함하는프로필렌옥시드의 제조 방법 |
| CN104230635A (zh) * | 2013-06-17 | 2014-12-24 | 中国石油化工股份有限公司 | 苯乙酮加氢制乙苯的方法 |
| CN104230635B (zh) * | 2013-06-17 | 2016-05-18 | 中国石油化工股份有限公司 | 苯乙酮加氢制乙苯的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES322296A1 (es) | 1966-11-16 |
| NL6600616A (enrdf_load_stackoverflow) | 1966-07-28 |
| US3424806A (en) | 1969-01-28 |
| SE328270B (enrdf_load_stackoverflow) | 1970-09-14 |
| LU50310A1 (enrdf_load_stackoverflow) | 1967-07-24 |
| FR1465902A (fr) | 1967-01-13 |
| BE675369A (enrdf_load_stackoverflow) | 1966-07-20 |
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